26 Shoes to Transition from Summer to Fall Fashion

26 Shoes to Transition from Summer to Fall Fashion

Written by Kathryn Andes

We’re finally approaching autumn, the season of the year that arguably has the best fashion. It’s my personal favorite season, because it has everything to do with gorgeous leather boots, cozy sweaters, and all the fall fashion. When the season transitions from summer to fall it brings funky plaid, buttery soft cashmere, and moody utility jackets. But there is one downside to the transition to fall, the weather is drastically different at 8am when you’re leaving the house and 5pm when you’re leaving work. Do you choose to sweat it out in stylish leather boots? Or repeat those sandals you’ve been wearing all summer. Not to worry, we’ve compiled a major list of all the ‘transition to fall’ shoes you’ll need to strut into the new fashion season.

1. Jimmy Choo Beige Embossed D’Orsay Pumps

26 Shoes to Transition from Summer to Fall Fashion

These beige pumps from Jimmy Choo are a fashionable pair of shoes for the transition of seasons. They consist of neutral colors with a fun pattern, making a simple pump intricate and stylish.

2. Chloe Black Leather Chelsea Boots 

26 Shoes to Transition from Summer to Fall Fashion

You can never go wrong with a classic pair of Chelsea boots. These boots from Chloe are a luxurious option for an everyday pair of shoes. Style them with a plaid pleated skirt and a light sweater for the perfect back to school look.

3. Valentino Black Leather Love Lace Ankle Wrap Pumps 

26 Shoes to Transition from Summer to Fall Fashion

We love the way these pumps mix edginess with sophistication. The grommets make for a statement accent, while the black leather is right on point for fall fashion. Shop these stylish pumps by Valentino for a September date night, most likely taking in the beautiful fall scenery.

4. Dolce & Gabbana Jacquard Slingback Pumps

26 Shoes to Transition from Summer to Fall Fashion
Thanks to the resurgence of Y2K fashion, kitten heels are trending not only on the runway, but also on the internet among Gen Z.  Fashion moguls such as Kendall Jenner, Bella Hadid, and Emma Ratajkowski have been spotted wearing vintage kitten heels paired with baggy jeans and crop tops. 

5. Gucci Black Glitter Web High Top Sneakers 

26 Shoes to Transition from Summer to Fall Fashion

Snazzy sneakers are a classic back to school staple for high school and college students. Shop these glittery shoes from Gucci to complete the perfect transition to your fall wardrobe. 

6. Saint Laurent Star Studded Paris Leather Flats 

26 Shoes to Transition from Summer to Fall Fashion

Haven’t you heard? Ballet flats are in style again. The Saint Laurent Star Studded Paris Flats are the perfect shoe to take you from August to September. Pair them with black jeans and a flowy top for a smooth transition from summer to fall. 

7. Moschino Black Leather Logo Strap High Top Sneakers

 

26 Shoes to Transition from Summer to Fall Fashion

Upgrade your go-to black sneakers to these luxury leather high tops by Moschino. Your future self will thank you once you no longer have to ask the dreaded “what should I wear” question. Add these trendy sneakers to your fall wardrobe now and you’ll never have fashion brain fog again.

8. Manolo Blahnik Tan Nubuck Oaklamod Ankle Boots

 

26 Shoes to Transition from Summer to Fall Fashion

Can’t decide if you want a high heel or a combat boot? You’re in luck, you don’t have to pick just one. Manolo Blahnik has made the perfect combination of both. These gorgeous vintage boots circa 2002 feature a work boot inspired design with a brown padded leather cushion for comfort at the ankle. These unique beauties are a must have for any shoe lover. 

9. Manolo Blahnik Kava Bronze D’Orsay Pumps  

26 Shoes to Transition from Summer to Fall Fashion

With the arrival of fall, comes darker, richer colors that we are so happy to welcome with open arms. Get ready to step into your ‘dark academia’ era with these bold pumps from Manolo Blahnik. Pair them with a brown sweater vest, a midi skirt, and a handbag to match.

10.  Jimmy Choo Patrice Black Satin Crystal Mary Jane Pumps 

26 Shoes to Transition from Summer to Fall Fashion

The Mary Jane has quickly slid into the closet’s of every IT girl on social media. The crystal embellished Mary Jane pumps from Jimmy Choo are an essential wardrobe staple for the fall season. They’re a trendy piece that takes classic styles from the past, making for a new and current shoe. 

11. Miu Miu Brown Leather Leaf Applique Mules

26 Shoes to Transition from Summer to Fall Fashion

Similar to kitten heels, mules have been trending  since the reemergence of 2000’s fashion. Some of our favorite celebrities such as Selena Gomez, Gigi Hadid, and Rihanna have been seen sporting the vintage shoe trend.

12. Manolo Blahnik Light Blue Suede Slingback Pumps 

26 Shoes to Transition from Summer to Fall Fashion

Contrary to popular belief, blue isn’t just a spring and summer color. These suede pumps by Manolo Blahnik balance the duality of a light hue and a classic autumn material for fall fashion, perfectly.

13. Chloe Black Leather Orlando Button Boots

26 Shoes to Transition from Summer to Fall Fashion

There’s something magical about the transition to fall, and these Chloe boots. Jumpstart fall fashion by shopping for these Chloe Black Leather Orlando Button Boots. They pair great with jeans, leather leggings or work trousers

14. Tod’s Pink Suede Loafers  

26 Shoes to Transition from Summer to Fall Fashion

Thanks to the rise of Barbie-core, fashionistas have been fiending for shades of pink. We’ve seen the trend from brands like Valentino, Versace, and now Tod’s. Shop these light pink loafers for a smooth transition into fall fashion. 

15. Manolo Blahnik Houndstooth High Heel Pumps

26 Shoes to Transition from Summer to Fall Fashion

In case you missed it: patterns are trending for the fall season. Think houndstooth, plaid, tartan, checkerboard, and gingham. Pair these Manolo Blahnik houndstooth pumps with dark was jeans and a sweater for a cute and comfy autumn look.

16. Jimmy Choo Beige Suede Point Toe Pumps 

26 Shoes to Transition from Summer to Fall Fashion

A neutral color is always a safe option when you’re hanging out in the dreaded in-between seasons fashion purgatory. These basic yet modern pumps from Jimmy Choo are the perfect shoe to take you from summer to fall, without compromising a colorful or monochrome outfit. 

17. Oscar de la Renta Navy Beaded Mules

26 Shoes to Transition from Summer to Fall Fashion

Wear these navy mules with white pants and a knit sweater for that just off the boat look. They are giving major ‘summer in the Hamptons’ vibes. Take them into the fall by adding a navy blazer to complete the look. 

18. By Far Sofia Leopard Print Suede Ankle Boots 

26 Shoes to Transition from Summer to Fall Fashion

If you’re the kind of girl that starts dressing for fall in August, then these boots are for you. Pair them with dark wash jeans and a neutral sweater to jump start your fall fashion. We know you’re already secretly looking at Halloween costumes, so you can feel guilt free about unofficially starting fall early in these leopard print suede boots.

19. Salvatore Ferragamo Suna Wicker Wedge Sandals

26 Shoes to Transition from Summer to Fall Fashion

These wicker wedge sandals are the perfect way to hold onto summer a little longer, while incorporating fall colors like red and cream. The wicker details give a nod towards summer fashion, while the satin red strap says you’re ready for fall. Pair these sandals with mom jeans and a red blouse to tie the outfit together. 

20. Chanel Gray Wool CC Espadrilles

 

26 Shoes to Transition from Summer to Fall Fashion

Wear these everyday Chanel espadrilles in the summer, fall, winter and spring. Gray pairs well with everything so add these to your wardrobe now, before they sell out. And you’ll never worry about having a go-to transition shoe again. 

21. Alexander Wang Black Leather Devon Zip Espadrilles 

26 Shoes to Transition from Summer to Fall Fashion

These Alexander Wang shoes are worth the investment into your personal style if you ask us. But luckily, you don’t have to break the bank in order to look stylish this fall. These cuties just got a nice markdown. Shop in-store and online. 

22. Prada Black Patent Leather Bow Pumps

26 Shoes to Transition from Summer to Fall Fashion

You can never go wrong with a simple pair of black pumps. These black leather heels from Prada will match with everything in your closet. They’re feminine, neutral, and just what you need to complete your fall wardrobe. 

23. Nicholas Kirkwood Embossed Pointed Toe Loafers 

26 Shoes to Transition from Summer to Fall Fashion

Beat that lingering September heat in these stylish loafers. They’re not giving full on fall vibes, but they will definitely let people know you’re over summer. Loafers are a classic back to school staple, and these embossed flats from Nicholas Kirkwood are just the elevated basics you need.

24. Manolo Blahnik Tan Suede Mid-Calf Boots 

26 Shoes to Transition from Summer to Fall Fashion

Finally, the best shoe you can invest in for fall fashion, these Manolo Blahnik Tan Suede Mid-Calf Boots. The neutral color means you can mix and match with nearly any outfit. While the suede material clearly says autumn is here. You'll definitely get your investment back on these boots- since you’ll wear them practically everyday.

25. Gianvito Rossi Kate 85 Magenta Suede Sock Booties 

26 Shoes to Transition from Summer to Fall Fashion

These suede shoes are for those fall days when you just want to be cozy. The gorgeous magenta color is perfect for the transition from summer to fall, bringing a rich texture to your ensemble. Pair them with black leather leggings and a chunky knit sweater for that hybrid cool girl and cozy look.

26. Manolo Blahnik Black Suede Chelsea Booties

 

26 Shoes to Transition from Summer to Fall Fashion

If you haven’t found the perfect pair of fall shoes by now, then these are for you. The Manolo Blahnik suede Chelsea boots are a go-to classic for every outfit. Wear them in the coming months all the way through the holiday season. 

Shop all of these transition-to-fall shoes online and in-store. And follow us on Instagram, TikTok, and Facebook.


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